Chapter 403
1. Conclusion to Naruto meeting "Itachi" FORTY (40) Manga chapters later... WHY THE TIME GAP? ITS FOR A REASON.
2. CONSECUTIVE IMAGES... Coincidental... I think not... Would Itachi know of Naruto's stubborness and not willing to give up. Remember being this unselfish is new to all of the ninja world. Except for the Hokages of Konoha... the "will of fire".... see my post on Hinduism Part 2.
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3. The more important thing to do was to tell Tsunade and Fukusaku that he completed his mission, and the last request of Jiraiya, to give Naruto the scroll. In the latest animes, Jiraiya told Tsunade in a letter, that the time would come for Tsunade to have to let Naruto make decisions for himself... and that Jiraiya now has complete confidence that Naruto will be as great of a person and shinobi as his father, and will never sway from his way of the ninja.
4. This was a test by the Frogs, possibly orchestrated with Tsunade's help, ie she knows Itachi's techniques... and that Naruto EASILY falls for GENJUTSU EVERY TIME.
THE FIRST SCENE OF NARUTOS ENCOUNTER WITH ITACHI HAPPENED IN 365... Go back and read the 40 chapters in between... and think of a more significant reason for Kishimoto to leave that large of a plot gap, when he easily could have finished the scene. I answered my reason much earlier in the thread.